
Apartment vacation rentals in Hillsborough
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Top-rated apartment rentals in Hillsborough
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Garden studio oasis w/ kitchenette & private entry
Cosy, comfortable, and quiet unit with direct access to a lovely garden. 10 min. from the airport, 30 min. from downtown via express bus. Well-connected, sunny neighborhood. Free street parking. Views of the bay, mature redwood trees, easy to get to attractions. Walking distance to bustling food corridor, with restaurants, cafes, grocery stores, ATMs, pharmacy, salons, library, and more. Blocks from largest park in the city with sweeping views, historic greenhouses, and unique Freeway Greenway.

King-Size Luxury Near Stanford in a Modern 1-BR
Welcome to our newly updated one-bedroom apartment located just 2 miles away from Stanford. This luxurious apartment features a king-size bed, a 55" 4K TV, and fast Wi-Fi to ensure you have a comfortable stay. Whether you're visiting Stanford or the Meta headquarters for a short-term business trip or a long-term stay, our centrally located apartment offers the perfect combination of comfort and convenience. We prioritize exceptional service and hospitality, and we're excited to host you soon!

Modern Oceanview 2-Bed Apartment Home
Located in just 5mins walk from the beach, this freshly renovated apartment home has a style of its own. Yet, it is the Pacific Ocean views and all of its marine life, that captures your attention from the moment you open the front door. Beautiful, fully equipped modern kitchen, with large aisle, from where you could enjoy a cup of morning coffee while gazing at the ocean waves. Spend your evenings on the large outdoor patio with electric BBQ grill while enjoying timeless Pacific sunsets.

Newly Updated Guest Suite w/ Sweeping Ocean Views
A dream getaway that's a stone's throw away from the beach! Step inside this crafted home and you'll be greeted by stunning sunsets and ocean views. The living and dining area allows you to soak in the stunning scenery while enjoying a delicious meal. In the evening lay down on the queen size bed and listen to the waves cradle you to sleep. Walk distance to eateries, supermarket and to the outlook where you may catch glimpses of gray whales and dolphins swimming along the coastline.

Sunlit Oakland Retreat w/ Designer Touches & Deck
Sunlight + greenery + indoor-outdoor flow to the deck. Perfect for remote workers, couples, or friends looking for a calm, design-forward retreat. Not suitable for toddlers. Located in the heart of sought-after Piedmont Avenue district. Why you’ll love it: • Premier Walk Score of 96 – enjoy cafés, boutiques just steps away • Michelin 2-star dining around the corner, along with many local favorites • Gourmet kitchen – fully equipped and stocked • Private deck nestled among mature trees

Gracious Flat in Downtown San Mateo
Don't miss your chance to stay in this historic mansion in downtown San Mateo- with new elegant touches placed throughout the flat, you can enjoy the old with the new. 3 blocks from San Mateo Caltrain, Philz coffee and all that lovely downtown San Mateo has to offer. Includes free parking & shared on site coin-operated laundry facilities. If you're modern urban people who accept noise from the train/other tenants & love the vibrant downtown diversity, this is the perfect place for you.

Peaceful Studio in the Trees
Private Studio with a beautiful view, surrounded by urban nature. The studio is cozy and cabin-like with everything you need to enjoy your visit. The neighborhood is peaceful for a city setting. Duboce Triangle is a gorgeous, central neighborhood in San Francisco and arguably one of the best! Our walking score is 98. Enjoy Victorian houses and tree-lined walks to coffee shops, parks, restaurants, fitness studios, events, work, and easy access to public transit for all the sightseeing.

Studio with Parking, Full Kitchen & Bath
Recently remodeled studio apartment in a duplex. Sitting at the end of a calm cul-de-sac. You'll have a private parking space. Less than a mile (19-minute walk) to Fruitvale Bart station. A 22-minute train ride to San Francisco. Low-key foodie destination in the Fruitvale district where you can get tacos, falafel & hummus, or Cambodian food all within a block of each other. Near Red Bay Coffee (gourmet coffee roasters), and Jo's modern Thai. All this within 1 mile of the house.

Entire one-bedroom apartment in the Cow House
Our sunny, modern 1 bedroom 1 bathroom garden apartment is in the quiet "Crocker Amazon" neighborhood of San Francisco. It is 15 minutes from SFO and 35 minutes from the Financial District. Guests have private access to the whole apartment including bedroom, bathroom, living & dining rooms, kitchen, and garden access. Access to major freeways is fast and easy, and mass transit is steps away. One off-street parking spot and laundry are available as needed.

Spacious & Luxurious 1 BR w/Pool & Free Parking
Welcome to our Luxurious 1 bedroom located in Menlo Park! Our unit is situated in the luxurious Anton Menlo Apartments, which boasts a range of amenities for our guests to enjoy during their stay. Our unit features a spacious and fully furnished living area, comfortable Queen size bed, with a large modern bathroom, and a fully equipped kitchen with all the necessary appliances and cookware to prepare your favorite meals.

LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry
*Entire Home-No sharing* Conveniently located! This spacious apartment is only 5min to SFO, 1-2 blocks from Starbucks, Walgreens, and other stores that you'll need! Many restaurants are right around the corner to eat at. Free Shuttles, Caltrain, Samtrans, and freeways are just blocks away. Longer inquiries are very welcome. Inquire even if the calendar is blocked off Send us a message now to secure your booking!

Home away from home in beautiful Burlingame!
It's my honor to be your host and I will try to make your stay really great. Please let me know if you have any questions ahead of time as I want to make sure you have the best visit. Our city requires their hosts obtain a 12% transient occupancy tax, therefore the price reflects that tax. *** Please see House Rules and the complete description of the property to ensure our apartment will work for you.
Popular amenities for Hillsborough apartment rentals
Weekly apartment rentals

Fabulous Artist Flat in the Heart of Potrero Hill

Sunny Neighborhood Apartment in Oakland Hills

Dazzling Modern Home Near DT Palo Alto & Stanford

Roomy Downtown Basement Apartment

Maxwell Park Retro Retreat

Cozy in Heart of San Mateo Restaurant Scene w/AC

Modern and Cozy 1BR Apartment in San Mateo with AC

Stylish & quiet studio apartment in Potrero Hill
Private apartment rentals

Luxury Living in Menlo Park!

Stanford Steps Away

Charming furnished studio

Menlo Park 2bd @ Sandhill nr Stanford - Pool, Gym

Brand New Modern Luxury Unit | Walk to Downtown

Bernal Heights retreat w/ skyline outlook

Nicely Furnished 2BR Menlo Park Apartment

SF fun park apt~GG Park, Beach
Apartment rentals with a hot tub

Pet Friendly Garden Oasis

Amazing Welcoming Unique Ocean Home

Zen Japan-inspired Suite - Resort hot tub/pool/gym

SF & Bay views, deck w/hot tub, luxurious studio

Claremont View

Apt w/ hot tub 7 minutes from beach (2 guests)

Cozy Luxe N Oakland Garden Hideaway with Hot Tub

Relaxed Home-Style Stay in Heart of Silicon Valley
When is the best time to visit Hillsborough?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,230 GYD | G$36,394 GYD | G$36,394 GYD | G$35,557 GYD | G$36,394 GYD | G$35,557 GYD | G$36,184 GYD | G$37,649 GYD | G$37,439 GYD | G$37,439 GYD | G$39,740 GYD | G$41,413 GYD |
| Avg. temp | 11°C | 12°C | 13°C | 14°C | 16°C | 17°C | 18°C | 18°C | 19°C | 17°C | 14°C | 11°C |
Quick stats about apartment rentals in Hillsborough

Total vacation rentals
Explore 50 vacation rentals in Hillsborough

Nightly prices starting at
Hillsborough vacation rentals start at G$2,092 GYD per night before taxes and fees

Verified guest reviews
Over 840 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Hillsborough vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hillsborough rentals

4.8 Average rating
Hillsborough stays are highly rated by guests—averaging 4.8 out of 5!
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